Tag: M.W=200-300

These common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 2-Iodo-4-nitroaniline

A. 1-Chloro-2-iodo-4-nitro-benzene (801A) 2-amino-5-nitro-iodobenzene (10.00 g, 37.9 mmol) was suspended in 12 N HCl (25 mL) and water (40 mL) and stirred for 30 min at 22 C. The mixture was then cooled to 0 C. and NaNO2 (5.23 g, 75.8 mmol in 18 mL of H2O) was added over a 10 min period. After 1 h, this solution was transferred to a solution of CuCl (3.75 g, 37.9 mmol) in water (50 mL) at 60 C. After 2 h, the mixture was cooled to 22 C. and extracted with EtOAc (3*150 mL) and the organics were dried over anhydrous MgSO4. The crude product was purified by silica gel flash chomatography eluding with 10-20% CH2Cl2 in hexanes to give compound 801A (4.20 g) as a yellow solid. HPLC: 100% at 3.447 min (retention time) (YMC S5 ODS column 4.6*50 mm eluding with 10-90% aqueous methanol over 4 mincontaining 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm).

The synthetic route of 2-Iodo-4-nitroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); A1;,
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Application of 2142-70-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2142-70-3, name is 1-(2-Iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of Cu2O (Sigma-Aldrich, 99.99% purity, 0.147 mmol), Cs2CO3 (2.94 mmol),distilled water (0.2 mL), aryl halide (1.47 mmol) and p-toluenesulfonic acid (TsOH) solution(0.3 mL, 2.45 mol/dm3) were added to a reaction vial and a screw cap was fitted to it. Thereaction mixture was stirred under air in a closed system at 120 C for 24 h, following whichthe heterogeneous mixture was cooled to room temperature and diluted with dichloromethane.The combined organic extracts were dried with anhydrous Na2SO4 and the solvent wasremoved under reduced pressure. The crude product loaded into the column using minimalamounts of dichloromethane and was purified by silica-gel column chromatography to affordthe N-arylated product. The identity and purity of products was confirmed by 1H and 13CNMR spectroscopic analysis.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Iodophenyl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Synlett; vol. 27; 12; (2016); p. 1814 – 1819;,
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Some common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 6293-83-0

A2 (100 mg, 378.8 mumol), acetylacetone (46.43 muL, 454.5 mumol), cuprous oxide (5.4 mg, 37.9 mumol), and cesium carbonate (123.4 mg, 378.8 mumol) were added to a 10 mL two-neck round bottom flask. A mixed solvent of N,N-dimethylformamide (0.75 mL) and water (0.25 mL) was replaced with nitrogen in the reaction system for 5 minutes, and then reacted at 100 C for 5 hours. After the reaction was detected by TLC, the reaction solution was cooled to room temperature. Ethyl acetate (2 mL) was added to dilute the reaction solution, and the insoluble impurities were filtered. The filtrate was extracted with ethyl acetate (5 mL ¡Á 3). The organic phases were combined and saturated brine (10 mL) was used. After washing, drying over anhydrous sodium sulfate, filtering the desiccant, and concentrating the filtrate to obtain a residue. Silica gel column chromatography (petroleum ether / ethyl acetate, volume ratio of 1: 1) gave 55.0 mg of a brown solid with a yield of 67%. mp: 280-282 C;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6293-83-0, its application will become more common.

Reference:
Patent; China Pharmaceutical University; Jiao Yu; Liu Yong; Lu Tao; Peng Qi; Chen Yadong; Tang Weifang; (36 pag.)CN110818609; (2020); A;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2468-56-6, name is 6-Iodohex-1-yne belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 6-Iodohex-1-yne

At -40C, a solution of lithium bis(trimethylsilyl)amide 1 M in tetrahydrofuran (38.9 mmol, 38.9 mL, 2.2 eq) was added dropwise to a solution of glutarimide (2.0 g, 17.7 mmol, 1 .0 eq) in tetrahydrofuran (30 mL). The iodoalkane (53.1 mmol, 3.0 eq) was immediately added. After 15 minutes at -40C, the mixture was allowed to warm up and the mixture was stirred at room temperature for 18 hours. The reaction was quenched with a saturated solution of ammonium chloride (10 mL) and the aqueous phase was extracted with methylene chloride (3 x 20 mL). The combined organic phases were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using cyclohexane and ethyl acetate (1 00/0 to 0/100) to afford the expected compound. General procedure B: alkylation with LDA; 3-hex-5-ynyl-piperidine-2,6-dione was prepared according to General Procedure A using glutarimide (2.0 g, 17.7 mmol) and 6-iodo-J-hexyne (5.6 mL. 42.4 mmol). The expected compound was isolated as orange oil that solidified during storage with 17% yield (570 mg).

The synthetic route of 2468-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF SOUTHERN CALIFORNIA; PRESTWICK CHEMICAL, SAS; LADNER, Robert D.; GIETHLEN, Bruno; WO2014/107622; (2014); A1;,
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Reference of 3718-88-5,Some common heterocyclic compound, 3718-88-5, name is 3-Iodobenzylamine hydrochloride, molecular formula is C7H9ClIN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 150: Synthesis of 4-Chloro-6-[3-(3-dimethylamino-propylamino)- benzylamino]-2//-phthalazin-l-one hydroformate; (3-Iodo-benzyl)-carbamic acid tert-butyl ester; A mixture of 3-iodobenzylamine hydrochloride (3g, 11.131 mmol), CH2Cl2(6OmL) and triethylamine (3.ImL, 22.263 mmol) was stirred at room temperature. Boc- anhydride (2.6Og, 11.913 mmol) was added and the reaction stirred at room temperature for Ih. The reaction was poured onto water, extracted with CH2Cl2 and dried (Na2SO4). Preparatory HPLC afforded (3-iodo-benzyl)-carbamic acid tert-butyl ester (3.494g) as a white solid, m/z (M+l) 333.84.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodobenzylamine hydrochloride, its application will become more common.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
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Related Products of 13421-13-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: DMF (2 drops) and oxalyl chloride (180 muL, 2.12 mmol) were added to a suspension of 4-chloro-2-iodobenzoic acid (0.400 g, 1.42mmol) in toluene (5 mL). After the acid had dissolved and evolution of gas had ceased, the mixture was concentrated under vacuum to afford the crude acyl chloride, which was used without further purification.To a soln of this crude acyl chloride in CH2Cl2 (6 mL) was added a soln of Et3N (592 muL, 4.25 mmol) and aniline (129 muL,1.42 mmol) in CH2Cl2 (6 mL). The mixture was stirred for 1 h and then sat. aq NH4Cl soln (5 mL) was added. The aq layer was extracted with CH2Cl2 (3 ¡Á 5 mL) and the combined organic layers dried (Na2SO4) and evaporated. The crude residue was purified by flash chromatography (hexanes-EtOAc, 90:10 to 85:15), to afford 5e (400 mg, 79%) as a white solid. Mp 172-173 C. IR (film): 1653 (s), 1600 (s) cm-1. 1H NMR (300.13 MHz, acetone-d6): delta = 7.18 (t, J = 7.4 Hz, 1 H), 7.41 (t, J = 7.8 Hz, 2 H), 7.57 (s, 1 H), 7.83 (d, J = 7.8 Hz, 2 H), 8.00(s, 1 H), 9.55 (s, 1 H). 13C NMR (75.47 MHz, acetone-d6): delta = 93.8 (C), 120.6 (2 ¡Á CH), 124.9 (CH), 129.1 (CH), 129.6 (2 ¡Á CH), 130.0 (CH), 136.0 (C), 139.5 (CH), 139.9 (C), 143.0 (C), 167.4 (C). MS (EI): m/z (%) = 359 (7) [37Cl, M]+, 357 (20) [35Cl, M]+, 267 (25), 265 (base). HRMS (EI): m/z [M]+ calcd for C13H935ClINO: 356.9417; found: 356.9423; m/z [M]+ calcd for C13H937ClINO: 358.9388; found: 358.9385.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Madich, Youssef; Denis, J.Gabriel; Ortega, Aitor; Martinez, Claudio; Matrane, Abdellatif; Belachemi, Larbi; De Lera, Angel R.; Alvarez, Rosana; Aurrecoechea, Jose M.; Synthesis; vol. 45; 14; (2013); p. 2009 – 2017;,
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Some common heterocyclic compound, 123278-03-5, name is 3-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 123278-03-5

Step 1; A 100-mL flask was charged with 3-chloro-2-iodobenzoic (2.43 g, 8.64 mmol, 0.90 equiv) and thionyl chloride (15 mL). The solution was vigorously stirred, then 1 drop of DMF added and the mixture heated to reflux for 4 h. During this time the acid dissolved to give a pale yellow solution. The cooled mixture was evaporated and toluene (50 mL) added, then removed in vacuo. The evaporation/dissolution with toluene/evaporation procedure was repeated twice and the pale yellow 3-chloro-2-iodobenzoyl chloride was placed on the vacuum line.In a separate flask a toluene (30 mL) solution tert-butyl 4-oxopiperidine-1-carboxylate (2.45 g, 12.32 mmol, 1.25 equiv), 4-methoxybenzylamine (1.352 g, 9.6 mmol, 1.0 equiv) and MgSO4 (20 g) were heated to reflux overnight. The mixture was filtered through a bed of Celite, the cake was washed with toluene (30 mL) and the filtrate was evaporated. The amber residue was dissolved in CH2Cl2 (100 mL) and TEA (1.94 g, 2.7 mL, 19.2 mmol, 2.0 equiv) and DMAP (117 mg, 0.96 mmol, 0.1 equiv) were added. The 3-chloro-2-iodobenzoyl chloride prepared above was dissolved in CH2Cl2 (10 mL) and the resultant solution added to the enamine solution over a 10 min period, then stirred overnight. The reaction was quenched by addition of 1.0 M aq HCl (100 mL) and the mixture was transferred to a separatory funnel. The organic layer was washed with brine, dried over Na2SO4, filtered, and evaporated. The residue was purified by flash chromatography on silica gel (120 g) eluting with 19-71% EtOAc in hexanes tert-butyl 4-(3-chloro-2-iodo-N-(4-methoxybenzyl)benzamido)-5,6-dihydropyridine-1(2H)-carboxylate (3.19 g, 5.47 mmol, 63% yield), contaminated with 5% 3-chloro-2-iodo-N-(4-methoxy]benzyl)benzamide, was isolated as a pale yellow foam.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123278-03-5, its application will become more common.

Reference:
Patent; Claremon, David A.; Singh, Suresh B.; Tice, Colin M.; Ye, Yuanjie; Cacatian, Salvacion; He, Wei; Simpson, Robert; Xu, Zhenrong; Zhao, Wei; US2011/34455; (2011); A1;,
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Electric Literature of 608-28-6, A common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A 10 mL flask equipped with a Teflon valve was charged with a magnetic stir bar, CuI (2 mg, 1mol%), Heteroarylamine (1.5 mmol), KOtBu (224 mg, 2.0 mmol), solid aryl halides (1.0 mmol). The tube was evacuated and backfilled with argon. Under a counter flow of argon, dioxane (1.5mL), aryl halides (1.0 mmol, if liquid) were added by syringe. The tube was sealed. The reaction mixture was allowed to stir at 110 C (X=I) or 130 C (X= Br) for 24 h. Then the mixture was cooled to room temperature and added 5.0 mL brine. Subsequently, the mixture was extracted with ethyl acetate. The organic layers were collected, dried over Na2SO4, filtered and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel.

The synthetic route of 608-28-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Deping; Kuang, Daizhi; Zhang, Fuxing; Liu, Yang; Ning, Shunhua; Tetrahedron Letters; vol. 55; 51; (2014); p. 7121 – 7123;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To a solution of ethyl 2-(6-nitropyridin-3-yl)acetate (33.0 g, 157 mmol) in DMF (150 mL) was added NaH (13.2 g, 330 mmol) (60 % in oil) at 0 C. The reaction mixture was allowed to warm to RT and stirred for 15 min. The mixture was cooled to 0 C again before 1,3- diiodopropane (37.3 mL, 325 mmol) was added. The resulting mixture was stirred at 0 C for 30 min, then warmed to RT and stirred for 1 h. The mixture was quenched with sat. NH4C1 (500 mL), diluted with water (500 mL), then extracted with EtOAc (500 mLx3). The combined organic layers were washed with brine (200 mL), dried over Na2SC>4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (Petroleum ether/ EtOAc =30/ 1 to 20/ 1) to give the title compound. MS (EI) m/z 251 [M+H]+.

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; FRADERA, Xavier; HAN, Yongxin; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; WHITE, Catherine; YU, Wensheng; (89 pag.)WO2019/27856; (2019); A1;,
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Related Products of 20776-54-9, A common heterocyclic compound, 20776-54-9, name is 2-Amino-4-iodobenzoic acid, molecular formula is C7H6INO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(a) The S-acetyl-4-iodothiosalicylic acid, m.p. 184-186, was prepared from 4-iodoanthranilic acid according to the procedure described in Example 33 (a). Calcd for C9 H7 103 S: C, 33.55; H, 2.19; I, 39.40; S, 9.95%. Found: C, 33.70; H, 2.23; I, 39.20; S, 10.09%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Miles Laboratories, Inc.; US4221800; (1980); A;,
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